Modified peptide sequences: N- terminal (5-azidopentanoic acid)- YCAYYSPRHKTTF and N- terminal (5-azidopentanoic acid)-SPWPRPTY were synthesised at the Australian Biobest Biotechnology Service. Doxorubicin hydrochloride, trifluoroacetic acid (TFA), dicyclohexylcarbodiimide (DCC), methacryloyl chloride, tert-butyl carbazate, 4-dimethylaminopyridine (DMAP), 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC·HCl), and 4,4'-azobis(4-cyanopentanoic acid) were bought from Sigma Aldrich and used directly without any purification. Cyanine-5.5 amine was purchased from Lumiprobe. Azobis(isobutyronitrile) (AIBN; Sigma Aldrich) was recrystallized twice from methanol before use. Solvents including n-hexane, ethyl acetate, dichloromethane (DCM), dimethylformamide (DMF), diethyl ether, pyridine, tetrahydrofuran, acetonitrile and methanol were used dry where applicable and of reagent grade quality. Poly(ethylene glycol methacrylate) (PEGMA, MW = 475 g·mol-1) and, ethylene glycol dimethacrylate (EGDMA) were purified to remove radical inhibitors before use by passing through a basic alumina column. Ultrapure water (18.2 MΩ.cm at 25 °C) was obtained from an Elga ultra-pure water system.
Tert butyl carbazate
Manufactured by Merck Group
Sourced in United States, Japan
Tert-butyl carbazate is a chemical compound used as a laboratory reagent. It is a protecting group for the hydrazine functional group in organic synthesis.
Automatically generated - may contain errors
Lab products found in correlation
Trifluoroacetic acid, by Merck Group (4 mentions)
N n dicyclohexylcarbodiimide, by Merck Group (3 mentions)
Methacryloyl chloride, by Merck Group (2 mentions)
Dicyclohexylcarbodiimide, by Merck Group (2 mentions)
4 dimethylaminopyridine, by Merck Group (2 mentions)
Doxorubicin hydrochloride, by Merck Group (2 mentions)
4 4 azobis 4 cyanopentanoic acid, by Merck Group (2 mentions)
Hydrazine hydrate, by Merck Group (2 mentions)
2 4 6 trinitrobenzenesulfonic acid, by Merck Group (2 mentions)
1 1 carbonyldiimidazole, by Merck Group (2 mentions)
Dimethyl sulfoxide (dmso), by Merck Group (2 mentions)
Histidine, by Merck Group (2 mentions)
Sodium bicarbonate nahco3, by Thermo Fisher Scientific (2 mentions)
Isopropyl alcohol ipa, by Echo Medical Systems (2 mentions)
4 dimethylaminopyridine dmap, by Thermo Fisher Scientific (2 mentions)
N hydroxysuccinimide, by Merck Group (2 mentions)
Ethanol, by Merck Group (2 mentions)
1 ethyl 3 3 dimethylaminopropyl carbodiimide hydrochloride, by Merck Group (1 mentions)
Cyanine 5.5 amine, by Lumiprobe (1 mentions)
Azobisisobutyronitrile aibn, by Merck Group (1 mentions)
8 protocols using tert butyl carbazate
1
Peptide-Doxorubicin Conjugate Synthesis
2
Quantification of Protein Carbonylation
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S0 was purchased from Amersham Biosciences. Dimethyl sulfoxide (DMSO, ≥ 99.9%), tert‑butyl carbazate (≥98.0%), hydrazine hydrate (80%), 1, 1′-carbonyldiimidazole (CDI, ≥97.0%), 2, 4, 6-trinitrobenzene sulfonic acid (TNBS, 5% (w/v) in H2O), phosphate buffer saline (PBS, pH 7.4), sodium dihydrogen phosphate (NaH2PO4), sodium hydroxide (NaOH), acetaldehyde (99.5%), butyraldehyde (99%), butanone (99.7%), hexaldehyde (98%), 2-hexanone (98%) and ibuprofen (≥98%) were obtained from Sigma Aldrich. Benzaldehyde (99.9%) and acetone (99%) were commercially obtained from Fisher Scientific. All chemicals were used directly without further purification.
3
Biotin-Functionalized Polymer Synthesis
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Methacrylic acid (MAAc), 3-mercaptopropionic acid (3-MPA), and sodium bicarbonate (NaHCO3) were purchased from Acros (Morris Plains, NJ, USA). d -biotin was purchased from Carbosynth (Berkshire, UK). 2,2′-Azobisisobutyronitrile (AIBN) was purchased from UniRegion Bio-Tech (Hsinchu, Taiwan). Histidine, N-hydroxysuccinimide (NHS), N,N′-Dicyclohexylcarbodiimide (DCC), tert-butyl carbazate and trifluoroacetic acid (TFA) were purchased from Sigma-Aldrich (St Louis, MO, USA). Doxorubicin (DOX) was purchased from LC Laboratories (Woburn, MA, USA). 4-Dimethylaminopyridine (DMAP) was purchased from Alfa Aesar (Heysham, Lancashire, UK). Dichloromethane (DCM), dimethyl formamide (DMF), dimethyl sulfoxide (DMSO) and isopropyl alcohol (IPA) were obtained from ECHO (Miaoli, Taiwan). AIBN was recrystallization from MeOH before use. DCM, DMF, and DMSO were dried and distilled with calcium hydride before use.
4
Inulin Characterization and Purification
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Inulin was purchased from Sigma and using the end-group analysis with 1HNMR, the average chain length (DPn) 39.2 and MWn = 6381.7 was obtained [46 (link)]. Other chemicals such as sodium metaperiodate, tert-butyl carbazate (tBC), ethylene glycol, and trinitrobenzene sulfonic acid were purchased from sigma. The dialysis bag was CelluSep T4 25 mm flat width 12,000 MWCO purchased from Fisher Biotec Australia. The deuterated water (D2O) and DMSO (DMSO-d6) for NMR was purchased from Cambridge Isotope Laboratories. All chemicals used for this work were analytic grade chemicals and used as received without any further modification or purification.
5
Functionalization of Graphene Oxide Sheets
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Polyvinyl alcohol (PVA, Mw = 47,000, 98.0–98.8 mol% hydrolysis), graphene oxide solution (2 mg/ml, dispersion in H2O), graphene oxide powder (15–20 sheets, 4–10% edge-oxidized), dimethyl sulfoxide (DMSO, ≥ 99.9%), 1, 1′-carbonyldiimidazole (CDI, ≥ 97.0%), hydrazine hydrate (80%, Sigma), sodium tetraborate decahydrate (Na2B4O7, ≥99.5%, Sigma), tert-butyl carbazate (≥ 98.0%, Sigma) and 2, 4, 6-trinitrobenzene sulfonic acid [TNBS, 5% (w/v) in H2O] were purchased from Sigma Aldrich and directly used without further purification.
6
Synthesis and Functionalization of Dual-Targeted Nanocarriers
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Amino functionalized methoxyl polyethylene glycol, amino PEG (mPEG5000-amine) was purchased from Nanocs (Boston, Massachusetts, USA). MAA, 3-mercaptopropionic acid (3-MPA), and sodium bicarbonate (NaHCO3) were obtained from Acros organics (Geel, Belgium). The 2,2′-Azobisisobutyronitrile (AIBN) was purchased from UniRegion Bio-Tech Inc (Taiwan).; Glucosamine hydrochloride (GLU), histidine (HIS), N-hydroxysuccinimide (NHS), N,N′-dicyclohexyl-carbodiimide (DCC), tert-butyl carbazate, hydrobromic acid solution (33 wt % in acetic acid), and trifluoroacetic acid (TFA) were purchased from Sigma-Aldrich (St. Louis, Missouri, USA). The DOX hydrochloride was purchased from LC Laboratories (Woburn, Massachusetts, USA) and IMQ was purchased from TCI (Tokyo, Japan). 4-Dimethylaminopyridine (DMAP) was purchased from Alfa Aesar (Ward Hill, Massachusetts, USA); Acetonitrile (ACN), dichloromethane (DCM), dimethylformamide (DMF), dimethyl sulfoxide (DMSO), methanol (MeOH), ethanol, diethyl ether, and isopropyl alcohol (IPA) were purchased from ECHO (Miaoli, Taiwan). N6-Carbobenzoxy-l -lysine N-carboxyanhydride (NCA-lysine) was purchased from Carbosynth (Compton, Berkshire, UK.). PAA was purchased from Polymer Source (Dorval, Quebec, Canada). AIBN was recrystallized from MeOH before use. DCM, DMF, and DMSO were dried and distilled with calcium hydride before use.
7
Multifunctional Polymer Conjugate Synthesis
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Lithium diisopropylamide
(LDA), propargyl bromide, hexamethylphosphoramide (HMPA), sodium azide,
copper(II) sulfate, tin(II)-trifluoromethanesulfonate (Sn(OTf)2), ε-caprolactone, anhydrous tetrahydrofuran (THF),
monomethoxy poly(ethylene glycol) (molecular weight [Mn] = 1450 g/mol), doxorubicin hydrochloride, 4-aminobenzoic
acid, tert-butyl carbazate, carbo-di-imidazole, 2-hydroxyethyl
disulfide, 1,8-diazobicyclo[5,4,0]undec-7-ene (DBU), dicyclohexylcarbodiimide
(DCC), 4-dimethylaminopyridine (DMAP), 1-hydroxybenzotriazole (HOBt), N-(3-dimethylaminopropyl)-N-ethylcarbodiimide
hydrochloride (EDC-HCl), trifluoroacetic acid, deuterated methanol
(CD3OD), deuterated chloroform (CDCl3), and
dimethyl sulfoxide-d6 (DMSO-d6) were purchased from Sigma-Aldrich. Sodium nitrate,
potassium bromide, sodium sulfate, ammonium chloride, sodium chloride,
sodium bicarbonate, toluene, ethanol, methanol, dimethyl formamide
(DMF), ethyl acetate, dioxane, hexane, chloroform, acetone, hydrochloric
acid (HCl), acetonitrile, and dichloromethane were purchased from
Merck and used as received without further purification. All other
solvents were of highest purity and purchased from Sigma-Aldrich.
ε-caprolactone, ethanol, and THF were distilled over calcium
hydride under an inert atmosphere before use.
(LDA), propargyl bromide, hexamethylphosphoramide (HMPA), sodium azide,
copper(II) sulfate, tin(II)-trifluoromethanesulfonate (Sn(OTf)2), ε-caprolactone, anhydrous tetrahydrofuran (THF),
monomethoxy poly(ethylene glycol) (molecular weight [Mn] = 1450 g/mol), doxorubicin hydrochloride, 4-aminobenzoic
acid, tert-butyl carbazate, carbo-di-imidazole, 2-hydroxyethyl
disulfide, 1,8-diazobicyclo[5,4,0]undec-7-ene (DBU), dicyclohexylcarbodiimide
(DCC), 4-dimethylaminopyridine (DMAP), 1-hydroxybenzotriazole (HOBt), N-(3-dimethylaminopropyl)-N-ethylcarbodiimide
hydrochloride (EDC-HCl), trifluoroacetic acid, deuterated methanol
(CD3OD), deuterated chloroform (CDCl3), and
dimethyl sulfoxide-d6 (DMSO-d6) were purchased from Sigma-Aldrich. Sodium nitrate,
potassium bromide, sodium sulfate, ammonium chloride, sodium chloride,
sodium bicarbonate, toluene, ethanol, methanol, dimethyl formamide
(DMF), ethyl acetate, dioxane, hexane, chloroform, acetone, hydrochloric
acid (HCl), acetonitrile, and dichloromethane were purchased from
Merck and used as received without further purification. All other
solvents were of highest purity and purchased from Sigma-Aldrich.
ε-caprolactone, ethanol, and THF were distilled over calcium
hydride under an inert atmosphere before use.
8
Synthesis of Bioconjugates for Drug Delivery
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Methacryloyl chloride, 4,4´-azobis(4-cyanopentanoic acid), 2,2´-azobis(isobutyro-nitrile) (AIBN), N-ethylmaleimide trifluoroacetate, 6-aminohexanoic acid, methyl 6-aminohexanoate hydrochloride, N,N´-dicyclohexylcarbodiimide, tert-butyl carbazate, trifluoroacetic acid (TFA), 2,4,6-trinitrobenzene-1-sulfonic acid (TNBSA) were purchased from Sigma-Aldrich Inc. Doxorubicin hydrochloride (Dox.HCl) was purchased from Meiji Seika (Japan). All other chemicals and solvents were of analytical grade. Solvents were dried and purified by conventional procedures and distilled before use.
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